Date: Sun, 22 Jul 2007 23:13:56 -0600
From: S. H. <samcgl@hotmail.com>
Subject: Fantasies Can Come True

The following is the mostly true story of my first gay experience as a boy.


When I was very young I first noticed my attraction to other boys. After
puberty set in my interest became more pronounced, and I found myself
noticing the telltale bulges that young boys constantly produce. In
Jr. High gym class the temptation to reach out and caress the smooth tight
butts that surrounded me was almost more than I could bear.

Of course nothing could be done about any of this. The last thing anyone
needed back then was to be branded a "queer".  So I would lay in bed at
night and stroke myself to release, while fantasizing about being in the
arms of another man. At the time I didn't really believe that I would ever
have a chance to experience that for real.

All of that changed one day when my friend Mark mentioned a man that was
hiring boys to help him clear the empty lot next to his house. Apparently
we could work after school for a couple of hours a day, and be paid in cash
each time. This sounded like just the ticket, since I didn't receive an
allowance and was always short of spending money. Mark warned me to watch
out for our new employer however.

"His name is Bob and he's really old, about 45 or so. He likes to grab your
butt if you bend over to pick something up in front of him" was the
warning. "It's really kind of weird, so don't say I didn't tell you about
him".  Now Mark obviously found this "weird", but I was excited beyond
belief, although I just nodded my head and didn't let on for a moment what
I was really thinking.

The time came for an introduction, so I followed Mark over to Bob's house
after school that Friday. Bob was indeed older, but very trim and good
looking (although I no longer think of 45 as "old" anymore). He led us to
the empty lot next door and showed us around. There was a lot of brush and
a few old trees that had to be cleared, along with some old foundations
that needed to be removed. Bob told me he would pay us $1.50 an hour, every
day that we could work. At the time (1975) that was decent money for a
youngster and I quickly accepted. We made plans for both Mark and I to
return at 10:00 the next morning and begin work.

I could barely sleep that night thinking about what Mark had said about
Bob's strange behavior. Did he just like to fool around, or did he like
guys the way I did? The thought gave me a hard-on that wouldn't quit.

The next morning I got up and Mom made breakfast, just like any other
day. I told her that Mark and I were going to the park to play ball and
that I would be back sometime later in the afternoon.  "Have fun dear" she
said, as she kissed me on the cheek on the way out the door.  If only she
had known what I was really thinking. Would she have been so quick to let
me go out? Would she have ever let me out the front door again? Probably
not. Anyway, I met Mark at the corner as planned, and we rode our bikes
over to Bob's house once again.

Bob met us at the door and invited us inside for a cold drink before we
started work. We took a seat in his living room after he poured us all a
glass of iced tea.  It was a nice place, not fancy but neat. I didn't
notice any toys or family pictures so I asked him if his wife was home. He
just smiled at me and said he wasn't married. Definitely the answer I was
hoping for! After some small talk we went next door to earn our keep. As we
walked, I couldn't help noticing the tight shorts that Bob wore, and the
bulge in front that they couldn't hide very well. It was causing one of my
own, and I hoped no one would notice.

Not to worry though, nothing takes your mind off sex like really hard work.
We cleared brush until late in the afternoon, and by then we were all ready
to call it a day. That's not to say that I didn't try to bend over in front
of Bob (when Mark wasn't looking). I did, every chance I got, but nothing
happened. Could Mark have been wrong? Maybe I had read too much into one
small observation. Oh well, at least I had some pocket money and the chance
to earn some more in the future.

Bob paid us off and invited us back whenever we had the spare time.  "Just
call ahead" he said, and gave me his phone number. On the way out the door
he lightly took me by the arm and whispered "call me tomorrow".  My nearly
heart leapt through my chest. He obviously didn't want Mark to hear him say
that. Could I have been right all along? On the way home I casually asked
Mark what he had planned for the next day.

"I'm going somewhere with my parents" he said. "I guess I'll see you at
school Monday" What a shame, I thought as we parted ways.

The next morning I went through the normal routine. After taking an extra
long shower I went into the kitchen for breakfast and fended off questions
about my plans for the day. I hadn't wanted to call Bob from the house, for
obvious reasons, so I pedaled down to the corner store just as fast as my
feet would carry me. The pay phone was out front and after depositing a
dime I heard his voice on the other end of the line.

"Hello Bob? It's me, could I come over again today?"

"I was hoping you'd call" he said. "Come on over any time. Don't wear too
many clothes though, it's going to be hot today".

He needn't have worried about that, I already had on the tightest pair of
cut-offs I owned, along with a small t-shirt that only covered about half
my stomach. The erection I had made it downright uncomfortable to ride my
bike, but off I went.

I was worried about walking up to the door with a big tent in my shorts,
but it had mostly subsided by the time I got there. Bob answered at the
first ring of the doorbell and invited me in. As I followed him I couldn't
keep my eyes off his beautiful behind.  The Levis he wore showed off his
cheeks and I wanted to reach out and touch them with both hands.  We made
some small talk in the living room and Bob asked me if I was ready to go
out and do some more work. Not exactly what I had hoped for! But I said
yes, and out we went to clear some more debris.

This time was different though. He mentioned my cut-offs and t-shirt, and
how nice they looked on me. He also said that he was glad I didn't bring
Mark with me this time.

Did he know? Maybe he had followed my eyes when I was looking at his body.
In any case, we continued to work around the lot for a little while longer,
while I waited for the right chance to show him I was interested in more
than spending money. The moment presented itself when Bob started to reach
over for the rake.

"I'll get that for you" I said, as I slipped in front of him and bent over
to grab it.

I made sure that my rear was touching him and just prayed for the right
response. It came immediately when he reached out and patted my butt. I
didn't move away, but instead pushed myself back against his hand and the
front of his jeans. The little pat quickly turned into a caress and I
pushed back against him even harder and a small moan escaped my lips. I
could feel his shaft getting harder against my backside and he began to use
both hands to feel my young virgin ass. I was still bent over, moving my
butt against his obvious hard-on, when he suggested we go inside for
something to drink. I couldn't say yes fast enough and he just smiled at me
when I finally turned around to follow him inside.

He actually did go to the refrigerator and bring us out something to drink.
This time it was a cold beer instead of iced tea.

"I hope you won't tell anyone about the beer. I could get in trouble."

"You don't have to worry about me. I don't want anyone to know either."

We both knew that we were talking about more than beer and he smiled at me
again. His eyes followed mine as I stared at the huge bulge in his pants.

"Would you like me to rub you again, like we did outside?" I asked.

He didn't answer, he just took my hand and placed it on his hard shaft. I
was dizzy with excitement and started to trace the outline of his hard cock
with my fingertips. Now it was his turn to let out a moan and he placed two
fingers under my chin and lifted my head up towards him.

"Do you like to kiss?"

"Sure" I replied. I wasn't sure, I had never kissed a man before, but I
wanted to try it more than anything.

His lips came down to meet mine and I knew I was hooked. He softly kissed
me and I felt his mouth open slightly and his tongue part my lips. Before I
knew it both our tongues were moving together in a passionate dance. Both
his hands were caressing my ass and I was sure that this was heaven. To my
dismay he broke our embrace and suggested we go upstairs where it was
cooler. I couldn't imagine anything being "cooler" at that moment but I
agreed, and I started to follow him up the stairs.

As he led the way up the stairs I let one of my fantasies take form as I
reached up and felt his ass with both hands. He didn't stop, but only
reached back and covered my hands with his. When we reached the top of the
stairs we took a quick left and went inside the open door to his
bedroom. Bob turned immediately and took me in his arms, running his hot
tongue inside my mouth again.

"Are you sure you're O.K. with this?" He asked.

Dumb question. I answered him by lifting my head to kiss him again, this
time stroking the large head of his cock while we kissed. We moved towards
the bed without anything being said, as if it were a magnet.

"Should we take off our clothes?"

He just smiled at the question, lifted my t-shirt over my head and began to
slowly, lovingly lick my nipples. This wasn't something I had even dreamed
about and I was in heaven. He moved his hands down to my belt and undid it,
then came the buttons, and the next thing I knew I could feel his hands on
my bare behind as he slipped my shorts off. I stepped out of them and his
hair brushed my exposed cock as he raised his head.

"It's your turn now"

I could barely breath when I said it. It was as if I were crossing some
invisible line. One that I wanted to cross desperately, though not knowing
exactly what lay on the other side.

"Do you want to help me?", he said. "I want to feel your hands on me again,
without these pesky clothes in the way"

I unbuttoned his shirt and slipped it off his shoulders. Bending my head I
took one of his nipples in my mouth, just as he had done for me. He moaned
as I licked around the nipple, all the while fumbling with his belt
loop. Finally I found the catch and moved on to his zipper, sliding it down
slowly as I kept my fingers extended to feel the outline of his cock along
the way. With the zipper down I knelt down and started to pull his pants
off. My face was inches away from his huge hard-on and I instinctively
moved my head forward to lick the hard shaft through his underwear. Hooking
my thumbs under the waistband of his jockey shorts I started to slide them
down as well, now able to feel his bare ass as I went. When his shorts
reached his mid thigh the hard cock came free, glancing along the side of
my cheek as it sprang up. I found myself just staring at it. It was the
first hard dick I had ever seen, and it seemed huge. The head was very
large and slightly purple, with a very thick, heavily veined shaft. It must
have been close to eight inches and seemed to have a life of it's own.

In a soft voice he said; "You can touch it if you want. It's nothing to be
ashamed of"

God did I want to touch it. His voice broke the spell (or was it hypnosis)
and I reached up and wrapped my hand around the throbbing shaft. I didn't
know quite what to do, so I started to slide my hand up and down, just like
I did for myself when I was alone at night.  Bob brought his hand down and
slowed my rapid motion on his dick.

"Slow down a little. We have lots of time". Then he told me; "Take your
other hand and feel my balls while you stroke me".

I did as he suggested and cupped his heavy balls in my other hand. Slowing
the up and down motion on the shaft I started to raise my fingers all they
way to the top of his cock, rubbing the big head between my thumb and index
finger. I was surprised when my fingers became wet and started to slide
more easily as I moved them. Was he peeing on me? The thought was a little
gross, but there wasn't enough of it to be pee.  I looked at the head of
his dick and I could see the shiny fluid slowly oozing out, running down
the shaft onto my fingers.

"Kiss it just like when you kissed me before. Remember how you used your
tongue?"

It was just what I had dreamed of and I reached out with my tongue and ran
it up the hard shaft. I could taste the fluid coating his cock and it was
delicious.  Slightly salty, but I knew I wanted more. Bob gently raised my
head up and placed the head of his cock right on my lips. I didn't need any
more encouragement and I opened my mouth and took the head and the top part
of the shaft inside. I started running my tongue around the head and licked
all the way down to his balls while I stroked him with my hand.

"Oh God! Let's get on the bed", Bob moaned.

He moved me around so that my head was facing his cock, and his was in
front of mine.  The next thing I knew my rock hard dick was in his mouth,
enveloped with the warmest, wettest feeling I had ever known. He started to
work on my young cock, running his tongue along the underside as he moved
up and down. I started doing the same thing to him while I massaged his
balls with my free hand. I could feel the veins of his cock throbbing in my
mouth and I knew that I wanted him to cum for me. He started to move his
hips, plunging his big dick into my mouth and farther down into my
throat. I started to gag and Bob backed off a little, letting me do more of
the work. I knew that I wouldn't last long with him licking and sucking my
cock like he was but I was totally unprepared for what came next. I
completely froze when he licked his finger and slowly slid it into my young
virgin ass, his cock still leaking it's fluid onto my tongue. He moved his
finger even deeper inside of me and when it was almost all the way in he
hit a spot that pushed me over the edge. Without warning I started shooting
my boycum into his mouth. Bob clamped his mouth around the head of my dick
and kept sucking as I moaned and shook uncontrollably. He kept massaging
the inside of my hot little hole as I slowly came down from my high,
licking the last drops of my juice from the head of my cock.

"I want to do the same for you. Will you cum for me if I put my finger
inside you?"

Without a word Bob reached over to the nightstand and took out a tube of
something. He reached out and took my hand, squeezing some of the smooth
liquid gel onto it.

"Coat your fingers and slide them into me, one at a time"

I did as I was told and slowly slid two fingers into his ass. I began to
move my fingers in and out while I started to suck his big cock in earnest
once again. His hips were now moving his dick in and out of my mouth and
all I could do was hang on with my lips and run my tongue around the
throbbing shaft. I wanted to taste his juice so badly I could have screamed
and I pushed my fingers deeper into his ass and caressed his tight balls
with my other hand. His thrusting became erratic and I could swear I felt
his thick shaft become even harder in my mouth.

"God, I'm going to cum", he moaned.

He started to pull back out of my mouth but I pushed my fingers even deeper
still and kept my mouth around his cock as the shaft started to twitch and
throb. The first pulse of cum came as a surprise. It was very strong and
shot all the way into the back of my throat. I swallowed reflexively as
more jets of his hot cum followed, filling the inside of my mouth and
running out the sides of my lips. The amount was incredible, much more than
my young boy cock could produce, but the stream finally slowed and just a
little bit continued to ooze out onto my tongue. I kept moving my mouth
over his cock and rotating my fingers in his ass, trying to urge the last
of his juice into my mouth. I could feel it running down the sides of my
face as I swallowed the cum in my mouth bit by bit, while licking around
the head of his still dripping cock. Bob finally turned around and kissed
me deeply, running his tongue around the inside of my mouth and then around
the outside of my lips to clean up what I had spilled.

We laid together for quite a while. My head laying on his chest while he
ran his free hand over my exposed ass. I kissed his chest and licked and
sucked his nipples again, loving the feeling of being lost in a strong mans
arms. I played with his cock and balls and it started to have an effect. I
could feel the blood flowing into his cock and it began to come back to
life again, throbbing in my hand. I moved up along his chest and we began
to kiss. The feel of his hot tongue in my mouth made me rock hard as well
and he started to cup both his hands over my ass, running his fingers over
my sensitive hole.

"Do you want to try it from behind?" Bob whispered.

"I want to try everything with you"

I did want to try everything, but I was a little scared too. I knew what he
meant by "from behind" and his cock still looked huge to my young eyes. Bob
rolled me onto my back and stroked my boy cock while he reached for the
tube of gel again. I didn't really know what a "sissy" or a "bottom" was at
the time. I just knew that I wanted to be taken by him. To feel his hard
shaft inside my young ass, just as I had had it in my mouth.

Lifting my body up, he coated his hard cock with the gel and ran some along
my hole.  Bob leaned over and kissed me as he worked his finger into me
again. This time he didn't stop with just one, he slowly worked two and
then three into me. It felt wonderful and didn't hurt much at all.

"Please put it inside me. I want you to cum again, just like before"

Bob lifted my legs and placed them around his waist. I could feel the huge
mushroom head parting my cheeks as it searched for an entrance. Without
being told I reached down and spread myself open for him. I was shaking
with anticipation as I finally felt him against my wet hole. He pushed
forward very gently but without much luck.  His cock was so big and I was
so small down there. Could this ever work?

"We can stop if you want to. I don't want to hurt you".

"Please don't stop". I begged him. "Everyone has a first time right? I want
mine to be with you".

He stroked my face and reached over to kiss me when I said that. I felt him
push again and this time I pushed back, determined to have him inside of
me. We were running our tongues in and out of each others mouths when I
felt myself give way and just the head of his cock slipped in. We both
stopped as he waited for me to give him a sign that I was alright. It
didn't hurt too badly, but I felt fuller than I had thought
possible. Slowly I pushed against him to see if I could work more of his
wonderful manhood into my tight young ass. Bob got the message and started
to work himself back and forth, a little more of the shaft sliding in each
time. Now it really started to hurt, but I didn't want him to know for fear
he would stop. Pushing myself back against him I ignored the pain and let
him know that I wanted the rest of his cock inside me. After four or five
thrusts I could feel his large balls resting against me and I knew that I
had all of him.  Bob rested there for a moment until I began to move my ass
back and forth over him. The pain was gone now and he put his tongue back
into my mouth as he really started to thrust into me. I wrapped my legs
around him and reached my hand underneath us to feel his cock sliding in
and out of my hot little hole.

"Feel my balls while I fuck you", he said.

I moved my hand further down and did just that. Feeling his tight balls as
they moved back and forth against my ass. It was incredible and Bob reached
down to stroke my cock as he fucked me with longer and longer strokes. I
began to moan loudly and push myself back along the length of his dick,
working my inner muscles over him. I could feel the large veins on the
shaft of his cock as it rubbed against the walls of my tunnel. His body
started to jerk wildly, just like before, and I knew he was close to giving
me his cum.  Once again I could feel the huge shaft harden and throb and
then I felt the first warm jets of cum filling my pussy. I thrust myself
against him even harder, trying to get all of him inside me as he came. His
cock continued to spasm as he filled me with the last small spurts of his
hot seed. Bob kept stroking his cock in and out of me until I finally
yelled out and filled his hand with my own juice.

We started to come down again, wrapped in each other arms, lightly kissing
each other, his cock still filling my ass. I slowly drifted off to sleep,
with the warm feeling of his cum inside of me and the knowledge that I had
just begun to explore this new life.